(2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate

Base Information

Chemical Name:(2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate
CAS No.:1442433-52-4
Molecular Formula:C₂₉H₄₄O₈
Molecular Weight:520.664
Hs Code.:

Synonyms:(2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate

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Chemical Property of (2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate

Chemical Property:

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Technology Process of (2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate

There total 18 articles about (2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: C₂₈H₄₂O₉

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1442433-52-4
(2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.75h; Inert atmosphere;

C₂₈H₄₂O₉; In tetrahydrofuran; hexane; at -78 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tetlet.2013.04.069

Reference yield:

: 1442433-36-4
(S)-5-(methoxymethoxy)hept-6-en-1-ol

: 1442433-52-4
(2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 4 h / 20 °C

2.1: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / tetrahydrofuran; tert-butyl alcohol; water / 3 h / 0 - 20 °C

3.1: dmap; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 °C

3.2: 12 h / 0 - 20 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 36 h / Inert atmosphere; Reflux

5.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 - 0 °C / Inert atmosphere

6.1: benzene / 8 h / 80 °C / Inert atmosphere

7.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 °C

8.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 - 0 °C / Inert atmosphere

8.2: 4 h / -78 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetlet.2013.04.069

Reference yield:

: 118231-26-8
C₂₄H₃₂O₃Si

: 1442433-52-4
(2E,7S,8E,10R,11R)-ethyl 11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)pentadeca-2,8,14-trienoate

Guidance literature:: Multi-step reaction with 15 steps

1.1: C₄₈H₅₄N₆O₄; potassium carbonate; potassium osmate(VI) dihydrate; C₆FeN₆^(3-)*2K⁽¹⁺⁾; methanesulfonamide / tert-butyl alcohol; water / 24 h / 0 °C

2.1: camphor-10-sulfonic acid / dichloromethane / 3 h / 20 °C

3.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / 0 °C

4.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 - 0 °C

6.1: acetic acid / water / 3 h / 50 °C

7.1: N-ethyl-N,N-diisopropylamine / 2 h / 0 °C

8.1: sodium hydride / tetrahydrofuran / 6 h / 0 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

10.1: dmap; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 °C

10.2: 12 h / 0 - 20 °C

11.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 36 h / Inert atmosphere; Reflux

12.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 - 0 °C / Inert atmosphere

13.1: benzene / 8 h / 80 °C / Inert atmosphere

14.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 °C

15.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 - 0 °C / Inert atmosphere

15.2: 4 h / -78 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; potassium osmate(VI) dihydrate; n-butyllithium; methanesulfonamide; camphor-10-sulfonic acid; C₄₈H₅₄N₆O₄; C₆FeN₆^(3-)*2K⁽¹⁺⁾; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; toluene; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetlet.2013.04.069